Pyrazolo[4,3-e][1,2,4]triazines: Purine Analogues with Electronic Absorption in the Visible Region
Abstract
:Introduction
Results and Discussion
Chemistry
Spectral properties
Compound | pH | λmax [nm] | εmax [cm-1M-1] | fluorescence λmax [nm] |
---|---|---|---|---|
7 | 7 | 346 | 2270 | 480wa |
12 | 418 | 1450 | nfb | |
4 | 7 | 412 | 1570 | 490w |
12 | 453 | 780 | nf | |
1 | 7 | 408 | 2300 | nf |
12 | 438 | 1370 | nf | |
9 | 7 - 12 | 356 | 2460 | 490w |
8 | 7 - 12 | 370 | ~2400 | ndc |
Enzymatic assays
Compound | Inhibition of the E. coli PNP | Inhibition of Xox | ||||
---|---|---|---|---|---|---|
substrate | substrate | |||||
7 | m7Guo | 32 | ~700 | Hx | 48 | ~800 |
131 | ~700 | |||||
4 | m7Guo | 8.8 | ~900 | Hx | 145 | NIa |
65.7 | >1000 | |||||
1 | m7Guo | 32 | ~40 | Hx | 145 | ~300 |
131 | ~30 | |||||
8 | - | - | ndb | Hx | 48 | NI |
9 | m7Guo | 32 | NI | - | - | nd |
131 | NI |
Conclusions
Experimental
General
Syntheses
1-(1-Ethoxyethyl)-3-methyl-5-methylsulfanyl-1H-pyrazolo[4,3-e][1,2,4]triazine (2)
1-(1-Ethoxyethyl)-3-methyl-5-methylsulfanyl-1H-pyrazolo[4,3-e][1,2,4]triazine (3)
5-Amino-3-methyl-1H-pyrazolo[4,3-e][1,2,4]triazine (4)
1-(1-Ethoxyethyl)-3-methyl-5-hydrazino-1H-pyrazolo[4,3-e][1,2,4]triazine (5)
1-(1-Ethoxyethyl)-3-methyl-1H-pyrazolo[4,3-e][1,2,4]triazine (6)
3-Methyl-1H-pyrazolo[4,3-e][1,2,4]triazine (7)
Acknowledgements
References
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Mojzych, M.; Rykowski, A.; Wierzchowski, J. Pyrazolo[4,3-e][1,2,4]triazines: Purine Analogues with Electronic Absorption in the Visible Region. Molecules 2005, 10, 1298-1306. https://doi.org/10.3390/10101298
Mojzych M, Rykowski A, Wierzchowski J. Pyrazolo[4,3-e][1,2,4]triazines: Purine Analogues with Electronic Absorption in the Visible Region. Molecules. 2005; 10(10):1298-1306. https://doi.org/10.3390/10101298
Chicago/Turabian StyleMojzych, Mariusz, Andrzej Rykowski, and Jacek Wierzchowski. 2005. "Pyrazolo[4,3-e][1,2,4]triazines: Purine Analogues with Electronic Absorption in the Visible Region" Molecules 10, no. 10: 1298-1306. https://doi.org/10.3390/10101298